The first ever Ugly Christmas Sweater will take place on Saturday December 15, 2018. What can you expect at the Ugly Sweater Pub Crawl? Ugly sweaters. Everywhere. Drinking delicious cocktails at the coolest bars in Bend in your ugly sweater. Competing against other Uglies in the Ugliest Sweater Contest. It all begins with a pre-registry party at Bend Brewing Company at 4:00pm. You can stand by the fire and enjoy music from a local DJ from 4pm-5pm, then from 6pm-8pm the pub crawl begins (use your free drink tickets!!) The pub crawl will end at Silver Moon Brewing with the Ugliest Sweater Contest beginning at 8:00pm and the After party where everyone will get to dance on in your ugly sweater at Silver Moon.